JP5292289B2 - シュードプロリンジペプチド - Google Patents
シュードプロリンジペプチド Download PDFInfo
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- JP5292289B2 JP5292289B2 JP2009517104A JP2009517104A JP5292289B2 JP 5292289 B2 JP5292289 B2 JP 5292289B2 JP 2009517104 A JP2009517104 A JP 2009517104A JP 2009517104 A JP2009517104 A JP 2009517104A JP 5292289 B2 JP5292289 B2 JP 5292289B2
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- Prior art keywords
- hydrogen
- acid
- formula
- alkyl
- process according
- Prior art date
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- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 125000000582 cycloheptyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 1
- XBPCUCUWBYBCDP-UHFFFAOYSA-O dicyclohexylazanium Chemical compound C1CCCCC1[NH2+]C1CCCCC1 XBPCUCUWBYBCDP-UHFFFAOYSA-O 0.000 description 1
- BGRWYRAHAFMIBJ-UHFFFAOYSA-N diisopropylcarbodiimide Natural products CC(C)NC(=O)NC(C)C BGRWYRAHAFMIBJ-UHFFFAOYSA-N 0.000 description 1
- 239000004205 dimethyl polysiloxane Substances 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 239000005350 fused silica glass Substances 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 229910017053 inorganic salt Inorganic materials 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000002808 molecular sieve Substances 0.000 description 1
- SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- UUEVFMOUBSLVJW-UHFFFAOYSA-N oxo-[[1-[2-[2-[2-[4-(oxoazaniumylmethylidene)pyridin-1-yl]ethoxy]ethoxy]ethyl]pyridin-4-ylidene]methyl]azanium;dibromide Chemical compound [Br-].[Br-].C1=CC(=C[NH+]=O)C=CN1CCOCCOCCN1C=CC(=C[NH+]=O)C=C1 UUEVFMOUBSLVJW-UHFFFAOYSA-N 0.000 description 1
- 238000010647 peptide synthesis reaction Methods 0.000 description 1
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
- 102000004196 processed proteins & peptides Human genes 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000007790 solid phase Substances 0.000 description 1
- 238000007614 solvation Methods 0.000 description 1
- 125000001981 tert-butyldimethylsilyl group Chemical group [H]C([H])([H])[Si]([H])(C([H])([H])[H])[*]C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000000037 tert-butyldiphenylsilyl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1[Si]([H])([*]C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K1/00—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length
- C07K1/02—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length in solution
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K1/00—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length
- C07K1/006—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length of peptides containing derivatised side chain amino acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K1/00—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length
- C07K1/06—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length using protecting groups or activating agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K1/00—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length
- C07K1/06—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length using protecting groups or activating agents
- C07K1/061—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length using protecting groups or activating agents using protecting groups
- C07K1/065—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length using protecting groups or activating agents using protecting groups for hydroxy functions, not being part of carboxy functions
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/06—Dipeptides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/06—Dipeptides
- C07K5/06008—Dipeptides with the first amino acid being neutral
- C07K5/06017—Dipeptides with the first amino acid being neutral and aliphatic
- C07K5/0606—Dipeptides with the first amino acid being neutral and aliphatic the side chain containing heteroatoms not provided for by C07K5/06086 - C07K5/06139, e.g. Ser, Met, Cys, Thr
- C07K5/06069—Ser-amino acid
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Molecular Biology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Biophysics (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Medicinal Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Analytical Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Peptides Or Proteins (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP06116238.4 | 2006-06-28 | ||
| EP06116238 | 2006-06-28 | ||
| PCT/EP2007/055988 WO2008000641A1 (en) | 2006-06-28 | 2007-06-18 | Pseudo proline dipeptides |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2009541412A JP2009541412A (ja) | 2009-11-26 |
| JP5292289B2 true JP5292289B2 (ja) | 2013-09-18 |
Family
ID=38349624
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009517104A Expired - Fee Related JP5292289B2 (ja) | 2006-06-28 | 2007-06-18 | シュードプロリンジペプチド |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US7612209B2 (ko) |
| EP (1) | EP2038295B1 (ko) |
| JP (1) | JP5292289B2 (ko) |
| KR (1) | KR101431282B1 (ko) |
| CN (1) | CN101472939B (ko) |
| AT (1) | ATE497966T1 (ko) |
| AU (1) | AU2007263805B2 (ko) |
| BR (1) | BRPI0713065B1 (ko) |
| CA (1) | CA2654914C (ko) |
| DE (1) | DE602007012436D1 (ko) |
| IL (1) | IL195657A (ko) |
| MX (1) | MX2008015723A (ko) |
| TW (1) | TWI383995B (ko) |
| WO (1) | WO2008000641A1 (ko) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8153815B2 (en) * | 2008-10-07 | 2012-04-10 | Hoffman-La Roche Inc. | Pseudoproline dipeptides |
| CN103159845B (zh) * | 2013-03-26 | 2015-03-18 | 深圳翰宇药业股份有限公司 | 一种合成阿肽地尔的方法 |
| CN107176970B (zh) * | 2017-07-06 | 2019-11-19 | 中国医药集团总公司四川抗菌素工业研究所 | 一种树脂催化法合成伪脯氨酸杂环肽的方法 |
| CN108395469A (zh) * | 2018-02-01 | 2018-08-14 | 滨海吉尔多肽有限公司 | 一种假脯氨酸二肽的合成方法 |
| CN109836476A (zh) * | 2019-03-20 | 2019-06-04 | 吉尔生化（上海）有限公司 | 一种半胱氨酸假脯氨酸二肽的合成方法 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1986004334A1 (en) | 1985-01-18 | 1986-07-31 | MERCK Patent Gesellschaft mit beschränkter Haftung | Immunoregulatory peptides |
| JPS62501502A (ja) * | 1985-01-18 | 1987-06-18 | イミユーンテツク・フアーマシユーテイカルズ | 免疫調節性ペプチド |
| EP0536671B1 (de) * | 1991-10-07 | 1996-03-06 | Hoechst Aktiengesellschaft | Carbonsäureester-Schutzgruppen, ein Verfahren zu ihrer Herstellung, ihre Kopplung an eine funktionelle Gruppe sowie ihre Verwendung |
-
2007
- 2007-06-14 US US11/818,608 patent/US7612209B2/en not_active Expired - Fee Related
- 2007-06-18 JP JP2009517104A patent/JP5292289B2/ja not_active Expired - Fee Related
- 2007-06-18 MX MX2008015723A patent/MX2008015723A/es active IP Right Grant
- 2007-06-18 AU AU2007263805A patent/AU2007263805B2/en not_active Ceased
- 2007-06-18 EP EP07730209A patent/EP2038295B1/en not_active Not-in-force
- 2007-06-18 CA CA2654914A patent/CA2654914C/en not_active Expired - Fee Related
- 2007-06-18 BR BRPI0713065-1A patent/BRPI0713065B1/pt not_active IP Right Cessation
- 2007-06-18 AT AT07730209T patent/ATE497966T1/de active
- 2007-06-18 CN CN2007800227899A patent/CN101472939B/zh not_active Expired - Fee Related
- 2007-06-18 WO PCT/EP2007/055988 patent/WO2008000641A1/en active Application Filing
- 2007-06-18 DE DE602007012436T patent/DE602007012436D1/de active Active
- 2007-06-18 KR KR1020087031522A patent/KR101431282B1/ko not_active IP Right Cessation
- 2007-06-25 TW TW096122914A patent/TWI383995B/zh not_active IP Right Cessation
-
2008
- 2008-12-02 IL IL195657A patent/IL195657A/en active IP Right Grant
Also Published As
| Publication number | Publication date |
|---|---|
| TWI383995B (zh) | 2013-02-01 |
| MX2008015723A (es) | 2008-12-19 |
| CA2654914A1 (en) | 2008-01-03 |
| EP2038295B1 (en) | 2011-02-09 |
| CN101472939A (zh) | 2009-07-01 |
| IL195657A (en) | 2014-02-27 |
| KR20090021361A (ko) | 2009-03-03 |
| AU2007263805A1 (en) | 2008-01-03 |
| WO2008000641A1 (en) | 2008-01-03 |
| ATE497966T1 (de) | 2011-02-15 |
| BRPI0713065B1 (pt) | 2015-07-21 |
| US20080004451A1 (en) | 2008-01-03 |
| KR101431282B1 (ko) | 2014-08-20 |
| AU2007263805B2 (en) | 2012-03-08 |
| CN101472939B (zh) | 2012-10-10 |
| IL195657A0 (en) | 2011-08-01 |
| TW200808831A (en) | 2008-02-16 |
| CA2654914C (en) | 2015-03-31 |
| EP2038295A1 (en) | 2009-03-25 |
| DE602007012436D1 (de) | 2011-03-24 |
| US7612209B2 (en) | 2009-11-03 |
| BRPI0713065A2 (pt) | 2012-04-10 |
| JP2009541412A (ja) | 2009-11-26 |
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